LIMAZOCIC

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C8H13NO3S2
Molecular Weight	235.324
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)CSSC[C@H](NC1=O)C(O)=O

InChI

InChIKey=PTARWFJHCZHOGS-YFKPBYRVSA-N

InChI=1S/C8H13NO3S2/c1-8(2)4-14-13-3-5(6(10)11)9-7(8)12/h5H,3-4H2,1-2H3,(H,9,12)(H,10,11)/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C8H13NO3S2
Molecular Weight	235.324
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16229837 | https://www.ncbi.nlm.nih.gov/pubmed/8222333 | https://adisinsight.springer.com/drugs/800003050

Limazocic is a cyclic disulfide compound newly synthesized as a hepatoprotective agent. It has a protective effect against both chronic liver injuries induced by carbon tetrachloride (CCL) and swine serum and several chemically induced acute liver injuries. The inhibitory effects of limazocic on immunologically induced liver injuries in mice have also been demonstrated and furthermore, limazocic has been shown to have immunomodulatory effects such as induction of cytotoxic cell activities and modulation of interleukin-2 and interferon-gamma production. Limazocic had a markedly inhibitory effect on ANIT-induced intrahepatic cholestasis in rats. Limazocic suppresses VEGF production and reduces vascular leakage and the growth of mouse experimental choroidal neovascularization.

Approval Year

PubMed

Title	Date	PubMed
SA3443, a novel cyclic disulfide compound, depresses anti-SRBC antibody-forming cell responses in the mouse through inhibition of antigen-presenting cell activities.	1991	1794299
Induction of cytotoxic cell activities by a novel cyclic disulfide compound, SA3443 in vivo.	1991	1770215
[The protective effect of (4R)-hexahydro-7, 7-dimethyl-6-oxo-1, 2, 5-dithiazocine-4-carboxylic acid (SA3443), a novel cyclic disulfide, on acetaminophen-induced liver injury].	1991 Apr	1874459
The protective effects of (4R)-hexahydro-7,7-dimethyl-6-oxo-1,2,5-dithiazocine-4-carboxylic acid (SA3443), a novel cyclic disulfide, on chemically-induced acute liver injury.	1991 Feb	2067142
Protective effect of (4R)-hexahydro-7,7-dimethyl-6-oxo-1,2,5-dithiazocine-4-carboxylic acid (SA3443), a novel cyclic disulfide, on immunologically induced liver injuries in mice.	1991 Jan-Feb	1888226
The protective effects of SA3443, a novel cyclic disulfide, on chronic liver injuries in rats.	1991 Sep	1744424
Inhibitory effect of (4R)-hexahydro-7,7-dimethyl-6-oxo-1,2,5-dithiazocine-4-carboxylic acid (SA3443), a novel cyclic disulfide, on the production of TNF-like factor from Propionibacterium acnes-primed rat liver macrophages/Kupffer cells.	1992 Aug	1434146
Delayed-type skin allergic reaction in guinea pigs induced by anti-rheumatic compounds with sulfhydryl groups.	1993 Aug	8227967
Synthesis and pharmacological activities of novel cyclic disulfide and cyclic sulfide derivatives as hepatoprotective agents.	1993 Jun	8370107
The inhibitory effect of SA3443, a novel cyclic disulfide compound, on alpha-naphthyl isothiocyanate-induced intrahepatic cholestasis in rats.	1993 Sep	8222333
Preventive effect of SA3443, a novel cyclic disulfide, on glucocorticoid-induced cataract formation of developing chick embryo.	1994 Jun	7925708
Different pharmacokinetics of (4R)-hexahydro-7,7-dimethyl-6-oxo-1,2,5-(3-14C)dithiazocine-4-carboxyli c acid between the fasting and non-fasting rat: role of intestinal microorganisms.	1998 Jan	9493319
Suppression of laser-induced choroidal neovascularization by oral administration of SA3443 in mice.	2005 Nov 7	16229837

Patents

Sample Use Guides

In Vivo Use Guide

100 or 300 mg/kg, three times at 4h intervals

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:14 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:14 GMT 2023`
Record UNII	FY2I4AJB16
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LIMAZOCIC

Official Name

English

(-)-(R)-HEXAHYDRO-7,7-DIMETHYL-6-OXO-1,2,5-DITHIAZOCINE-4-CARBOXYLIC ACID

Systematic Name

English

limazocic [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2081